Waterfront vacation rentals in Winter Haven
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Winter Haven
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winter Haven waterfront rentals
Waterfront apartment rentals
Rental unit in Davenport
4.94 out of 5 average rating, 17 reviewsResort, Patio On Pond, 15 min to Disney
Rental unit in Florida Center
4.86 out of 5 average rating, 101 reviewsBEST Views~2B2B~Universal~Disney
Rental unit in Florida Center
5 out of 5 average rating, 40 reviewsPrivate Rooftop Terrace!
Rental unit in Four Corners
4.84 out of 5 average rating, 55 reviewsWhere luxury meets Magic
Rental unit in Winter Garden
4.95 out of 5 average rating, 19 reviewsLakeside Luxury Apartment
Rental unit in Kissimmee
4.96 out of 5 average rating, 159 reviewsLovely one bedroom apartment.
Rental unit in Kissimmee
4.9 out of 5 average rating, 129 reviewsLuxury 2/2 Condo, close to Disney/Free Water Park
Rental unit in Orlando
4.92 out of 5 average rating, 145 reviewsSpacious + Lake View:3b2b w/KingBed,2mi to Disney!
Waterfront house rentals
Home in Kissimmee
4.97 out of 5 average rating, 291 reviewsUpscale Contemporary Waterfront 3B/2B Heated Pool
Home in Davenport
4.89 out of 5 average rating, 110 reviewsPrivate Waterfront Pool Home - "Lily Pad Landing"
Home in Kissimmee
4.86 out of 5 average rating, 225 reviews3 bedroom Villa in Kissimmee
Home in Four Corners
4.99 out of 5 average rating, 107 reviews*Luxurious Paradise Mansion: Pool, Spa & Cinema
Home in Haines City
4.94 out of 5 average rating, 31 reviewsSouthern Dunes Lakeview Poolhome
Home in Kissimmee
4.88 out of 5 average rating, 151 reviews15 mi to Disney, KING Bed,Heated Pool & Fire Pit
Home in Orlando
4.96 out of 5 average rating, 198 reviewsThe Lake House - Next to Universal Studios - NEW ♥️
Home in Kissimmee
4.97 out of 5 average rating, 114 reviewsCozy Cove Lake with Pool By Disney/Universal Home
Waterfront condo rentals
Condo in Kissimmee
4.97 out of 5 average rating, 178 reviewsWelcome to our Son Shine condo ....
Condo in Orlando
4.97 out of 5 average rating, 324 reviewsLuxurious Waterfront Resort near Disney &Universal
Condo in Kissimmee
4.98 out of 5 average rating, 171 reviewsModern Apartment with lake view Close to Disney
Condo in Davenport
4.87 out of 5 average rating, 128 reviewsA Resort Getaway with many amenities
Condo in Orlando
4.9 out of 5 average rating, 128 reviewsAmazing Clean Studio near Conventions & Disney
Condo in Orlando
4.89 out of 5 average rating, 132 reviewsUPSCALE townhouse minutes to all attractions
Condo in Davenport
4.94 out of 5 average rating, 143 reviewsIsland Style at Bahama Bay - Minutes to Disney!
Condo in Davenport
4.83 out of 5 average rating, 156 reviewsFull Service Gated Resort, Close to Disney & MCO!
Quick stats about waterfront rentals in Winter Haven
Total rentals
80 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
5.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
30 properties have a pool
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